I use a hand pump (tall standing bicycle pump) when my trailer is parked on the street. Usually, it takes less than a minute per tire to go from 45-50 to 60-65. I was surprised at the effort the first time I did it, but it's really not that bad.

I want to thank Jay for sending me the air chuck I needed to complete my air pump repair. It was exactly what I needed and period correct. I have never met Jay before but because of the forum, I was able to contact him and he graciously sent me the part.